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  2. USA
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  4. Lower Florida Keys
  5. Key West
  6. Lower Florida Keys

Properties in Key West
(88 reviews)

Showing all properties for 2 guests. Taxes & fees included.
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Big Coppitt Key (1) Big Pine Key (7) Cudjoe Key (9) Monthly Rentals (37) Ramrod Key (2) Sugarloaf Key (4) Summerland Key (3) Torch Keys (1)
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$5492 month
Location: Key West
Pelican Perch – 3BR Canal Front Home with Dockage, Pet-Friendly, Quick Access to Atlantic & Gulf!
4 Beds
2.5 Baths
Sleeps 6
1,056 sq ft.
$3869 week
Location: Key West
Rating: 5 Stars
Cocktails & Dreams: Modern 2nd Floor Condo, Steps from Duval St, Seaport, Waterpark, Beach & Pool!
3 Beds
1 Bath
Sleeps 4
680 sq ft.
$9584 month
Location: Key West
Island Time on Washington : Stylish 4BR Key West Home, Heated Pool, Dogs OK, Parking & Near Beaches
6 Beds
2 Baths
Sleeps 10
1,760 sq ft.
$5030 month
Location: Key West
Rating: 5 Stars
The Hideaway: Lose Yourself At This Recently Decorated Canal Front Home on Big Torch Key, Dockage!
3 Beds
2 Baths
Sleeps 6
992 sq ft.
$17686 month
Location: Key West
Rating: 4.7 Stars
Paradise Point: Your Luxurious Waterfront Getaway with Pool, Tiki, Dockage, and Dog-Friendly Perks!
4 Beds
3.5 Baths
Sleeps 10
2,668 sq ft.
$5123 month
Location: Key West
Rating: 4 Stars
Island Escape: Charming Condo Just Steps From Duval Street, Near Southernmost Point, Shared Pool!
2 Beds
2 Baths
Sleeps 4
980 sq ft.
$10316 month
Location: Key West
Rating: 5 Stars
Casa Rosada: Cudjoe Gardens Canal Front Retreat, Pool, Tiki, Deep Dockage & Rapid Open Water Access!
4 Beds
2 Baths
Sleeps 6
1,617 sq ft.
$4061 month
Location: Key West
Rating: 3.5 Stars
Prime Time: A Tropical Paradise on Big Pine Key, Canal Front Duplex, Swift Access to Atlantic & Gulf
4 Beds
2 Baths
Sleeps 6
1,092 sq ft.
$10215 month
Location: Key West
Pirate’s Paradise: Waterfront 3BR Retreat on Cudjoe Key with Heated/Chilled Pool & Boat Dockage
4 Beds
2 Baths
Sleeps 6
1,056 sq ft.
$328 night
Location: Key West
Rating: 4.6 Stars
Palm Isle: Tropical 2nd-Floor Unit, Shared Heated Pool, Near Duval St, Historic Seaport & Beaches
2 Beds
1 Bath
Sleeps 4
554 sq ft.
$12353 month
Location: Key West
Rating: 5 Stars
Sunset Bay: Spacious 5BR Getaway, Dockage, Heated Pool, Dog OK, Stunning Views & Minutes to Key West
5 Beds
2 Baths
Sleeps 10
2,450 sq ft.
$4009 month
Location: Key West
Rating: 4.5 Stars
Prime Time 2: Charming Canal Front Duplex, Your Gateway to South Pine Channel & Atlantic/Gulf Waters
3 Beds
1 Bath
Sleeps 6
1,092 sq ft.
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